Best dog walkers in Roslindale

One of the most dog friendly neighborhoods in Boston. Instantly book and meet an exceptional dog walker in Roslindale today.

  • Thoroughly-vetted

    Each walker with Wag! has been through a comprehensive screening, including a background check and competency quiz.

  • Fully insured dog walkers

    Services booked on the Wag! platform may be protected with up to $1M property damage protection.

  • Wag! Guaranteed

    400K+ Pet Caregivers with Wag! have a trusted record of experience with over 12 million pet care services, including Sitting, Walking, Boarding & Training, across 5,300+ cities in all 50 U.S. states.

Top dog walkers in Roslindale

Promoted Caregiver
Robert  P avatar

1. Robert P

Wag! Expert icon
Location icon

Hyde Park, MA, 02136

Five stars

5 (32)

Walk

Drop-In

Sitting

Boarding

Location icon

Hyde Park, MA, 02136

View profile
Promoted Caregiver
Collin M avatar

2. Collin M

Wag! Expert icon
Location icon

Dorchester, MA, 02124

Five stars

4.9 (1833)

Walk

Drop-In

Sitting

Boarding

Location icon

Dorchester, MA, 02124

View profile
Promoted Caregiver
Rae L avatar

3. Rae L

Wag! Expert icon
Location icon

Dorchester, MA, 02124

Five stars

5 (2)

Walk

Drop-In

Sitting

Boarding

Location icon

Dorchester, MA, 02124

View profile
Promoted Caregiver
Emily M avatar

4. Emily M

Wag! Expert icon
Location icon

Brighton, MA, 02135

Five stars

5 (129)

Walk

Drop-In

Sitting

Boarding

Location icon

Brighton, MA, 02135

View profile
Promoted Caregiver
Ashlie T avatar

5. Ashlie T

Wag! Expert icon
Location icon

South Boston, MA, 02127

Five stars

5 (35)

Walk

Drop-In

Sitting

Boarding

Location icon

South Boston, MA, 02127

View profile
Promoted Caregiver
Brian W avatar

6. Brian W

Wag! Expert icon
Location icon

Quincy, MA, 02170

Five stars

4.9 (457)

Walk

Drop-In

Sitting

Boarding

Location icon

Quincy, MA, 02170

View profile
Promoted Caregiver
Ethan M avatar

7. Ethan M

Wag! Expert icon
Location icon

Boston, MA, 02210

Five stars

4.8 (76)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02210

View profile
Promoted Caregiver
James W avatar

8. James W

Wag! Expert icon
Location icon

Cambridge, MA, 02139

Five stars

4.9 (2632)

Walk

Drop-In

Sitting

Boarding

Location icon

Cambridge, MA, 02139

View profile
Promoted Caregiver
Caitlin M avatar

9. Caitlin M

Wag! Expert icon
Location icon

Boston, MA, 02109

Five stars

5 (117)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02109

View profile
Promoted Caregiver
Allison M avatar

10. Allison M

Wag! Expert icon
Location icon

Medford, MA, 02155

Five stars

5 (59)

Walk

Drop-In

Sitting

Boarding

Location icon

Medford, MA, 02155

View profile
Promoted Caregiver
Joseph B avatar

11. Joseph B

Wag! Expert icon
Location icon

Braintree, MA, 02184

Five stars

4.9 (254)

Walk

Drop-In

Sitting

Boarding

Location icon

Braintree, MA, 02184

View profile
Promoted Caregiver
Kayla T avatar

12. Kayla T

Wag! Expert icon
Location icon

Boston, MA, 02125

Five stars

4.9 (65)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02125

View profile
Promoted Caregiver
Sofia B avatar

13. Sofia B

Wag! Expert icon
Location icon

Chestnut Hill, MA, 02467

Five stars

4.8 (33)

Walk

Drop-In

Sitting

Boarding

Location icon

Chestnut Hill, MA, 02467

View profile
Promoted Caregiver
Lauren  C avatar

14. Lauren C

Wag! Expert icon
Location icon

Brookline, MA, 02446

Five stars

4.8 (48)

Walk

Drop-In

Sitting

Boarding

Location icon

Brookline, MA, 02446

View profile
Promoted Caregiver
Meghan F avatar

15. Meghan F

Wag! Expert icon
Location icon

Boston, MA, 02113

Five stars

4.6 (29)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02113

View profile
Michael I avatar

1. Michael I

Wag! Expert icon
Location icon

Roslindale, MA, 02131

Five stars

5 (10)

Walk

Drop-In

Sitting

Boarding

Location icon

Roslindale, MA, 02131

View profile
Andrea I avatar

2. Andrea I

Wag! Expert icon
Location icon

Boston, MA, 02131

Five stars

4.9 (264)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02131

View profile
Donna D avatar

3. Donna D

Wag! Expert icon
Location icon

Boston, MA, 02130

Five stars

5 (4)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02130

View profile
Lucy G avatar

4. Lucy G

Wag! Expert icon
Location icon

Hyde Park, MA, 02136

Five stars

4.9 (47)

Walk

Drop-In

Sitting

Boarding

Location icon

Hyde Park, MA, 02136

View profile
Caroline W avatar

5. Caroline W

Wag! Expert icon
Location icon

Boston, MA, 02130

Five stars

4.9 (76)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02130

View profile
Shannon W avatar

6. Shannon W

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

4.9 (24)

Walk

Drop-In

Sitting

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
ali F avatar

7. ali F

Wag! Expert icon
Location icon

West Roxbury, MA, 02132

Five stars

4.9 (243)

Walk

Drop-In

Sitting

Boarding

Location icon

West Roxbury, MA, 02132

View profile
Alexandra T avatar

8. Alexandra T

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

4.9 (168)

Walk

Drop-In

Sitting

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
rachel N avatar

9. rachel N

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

5 (19)

Walk

Drop-In

Sitting

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
Anna P avatar

10. Anna P

Wag! Expert icon
Location icon

Jamaica Plain, MA, 02130

Five stars

4.9 (116)

Walk

Drop-In

Sitting

Boarding

Location icon

Jamaica Plain, MA, 02130

View profile
Jalina S avatar

11. Jalina S

Wag! Expert icon
Location icon

Dorchester, MA, 02124

Five stars

5 (35)

Walk

Drop-In

Sitting

Boarding

Location icon

Dorchester, MA, 02124

View profile
Brandon B avatar

12. Brandon B

Wag! Expert icon
Location icon

Brookline, MA, 02445

Five stars

4.8 (7)

Walk

Drop-In

Sitting

Boarding

Location icon

Brookline, MA, 02445

View profile
Veronika W avatar

13. Veronika W

Wag! Expert icon
Location icon

Milton, MA, 02186

Five stars

5 (222)

Walk

Drop-In

Sitting

Boarding

Location icon

Milton, MA, 02186

View profile
Lea P avatar

14. Lea P

Wag! Expert icon
Location icon

Roxbury, MA, 02120

Five stars

4.9 (67)

Walk

Drop-In

Sitting

Boarding

Location icon

Roxbury, MA, 02120

View profile
Hannah A avatar

15. Hannah A

Wag! Expert icon
Location icon

Boston, MA, 02115

Five stars

4.9 (125)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02115

View profile
Lauren B avatar

16. Lauren B

Wag! Expert icon
Location icon

Dorchester, MA, 02122

Five stars

5 (90)

Walk

Drop-In

Sitting

Boarding

Location icon

Dorchester, MA, 02122

View profile
Stephanie I avatar

17. Stephanie I

Wag! Expert icon
Location icon

Brookline, MA, 02446

Five stars

5 (266)

Walk

Drop-In

Sitting

Boarding

Location icon

Brookline, MA, 02446

View profile
Emma B avatar

18. Emma B

Wag! Expert icon
Location icon

Brookline, MA, 02445

Five stars

5 (12)

Walk

Drop-In

Sitting

Boarding

Location icon

Brookline, MA, 02445

View profile
Kassandra B avatar

19. Kassandra B

Wag! Expert icon
Location icon

Brookline, MA, 02445

Five stars

4.9 (86)

Walk

Drop-In

Sitting

Boarding

Location icon

Brookline, MA, 02445

View profile
Lillian B avatar

20. Lillian B

Wag! Expert icon
Location icon

Boston, MA, 02135

Five stars

5 (4)

Walk

Drop-In

Sitting

Boarding

Location icon

Boston, MA, 02135

View profile
See the full listSee the full list

Wag! Walkers know Roslindale

The neighborhood of Roslindale is located a 40-minute commute southwest of Boston, Massachusetts鈥 downtown business district. This is a walkable neighborhood with a central commercial area known as Roslindale Village located around the intersection of Washington Street and South Street. There are many local businesses, shops, restaurants, bars, cafes, and services in this area that are accessible on foot.聽


Adams Park is located here and a farmers market is held Saturday from June through November. The Pet Cabaret, a highly rated pet supply shop, is located further to the south on Washington Avenue and you and your pooch can stroll on by to check out treats and toys.聽


While walking in Boston with your canine companion, be prepared for cold, snowy winters, rain during warmer months, and some humid spells in summer. Thunderstorms are also prevalent during warmer months and bring heavy rain that can be dangerous for exposed pets and pedestrians. Take shelter when severe winter storms or summer thunderstorms are imminent or occurring.

What is the terrain like in Roslindale?

Roslindale is known for the beautiful hills and valleys in and around the neighborhood. While hills are attractive and make for interesting scenery, they can be difficult to hike up and down in icy winter conditions. If you or your dog has mobility issues, you may want to avoid steeper grades in the region.

Roslindale is mostly residential with beautiful historic and vintage homes and lushly landscaped private properties. There is a central commercial area and some main thoroughfares with plenty of vehicular and pedestrian traffic. Use caution where traffic is heavy and ensure that your pup is securely leashed. Train tracks run through the community and can be crossed on main streets that are elevated over the tracks.聽

There are several green spaces in the area. The George Wright Golf Course is on the south side, the Forest Hills Cemetery and Mt. Hope Cemetery are located on the northeast side, and an arboretum is located on the northwest side.

How many greenways are there in Roslindale?

Adams Park is centrally located in Roslindale and features a weekly farmers market, so Saturday mornings may be a little crowded for dog walkers in this small park. However, you can pick up some fresh produce or handmade goods!聽聽

The Arnold Arboretum is a 265-acre collection of over 15,000 plants and trees. 聽Dogs are allowed in the arboretum as long as they are on a leash, although access to some of the botanical gardens is restricted.聽

A more natural greenway is located to the southwest. The wooded area and ravine surrounding Stony Brook have many paths including the Stony Brook Path winding through it. The Stony Brook Reservation is also home to Turtle Pond and trails in the area run adjacent to the water. Trails are natural surfaced in the park and can be slippery during wet weather, especially around the border of the pond and the creek. Your dog should remain leashed in this wilderness reserve.

Frequently Asked Questions

How much does a dog walk cost in Roslindale, Boston?

plus-wag-green-icon

How do I find and choose a dog walker in Roslindale, Boston?

plus-wag-green-icon

How long does a dog walk last in Roslindale, Boston?

plus-wag-green-icon

How to book a dog walk in Roslindale, Boston?

plus-wag-green-icon

Is hiring a dog walker in Roslindale, Boston safe?

plus-wag-green-icon

How to hire a dog walker in Roslindale, Boston?

plus-wag-green-icon

How much do dog walkers charge in Roslindale, Boston?

plus-wag-green-icon

We're America's most trusted dog walking service

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


2023 Wag Labs, Inc. All rights reserved.